1210-34-0Relevant articles and documents
Evidence for the Formation of ?-Dianions of 9-Fluorenone and 10,11-Dihydro-5H-dibenzocyclohepten-5-one from 1H NMR and CNDO Charge Distributions
Hirayama, Masatoshi,Suzuki, Hideto,Ohhata, Hiroshi
, p. 413 - 416 (1987)
It was demonstrated on the basis of reactivity, 1H NMR and CNDO charge distributions that the ?-dianions of 9-fluorenone and 10,11-dihydro-5H-dibenzocyclohepten-5-one were formed from the corresponding neutral precursors in contact with sodium or potassium in dimethoxyethane or tetrahydrofuran at low temperature in vacuo.
Acidities of Hydrocarbons and Sulfur-Containing Hydrocarbons in Dimethyl Sulfoxide Solution
Bordwell, Frederick G.,Drucker, George E.,Andersen, Niels H.,Denniston, Alan D.
, p. 7310 - 7313 (1986)
The relative pKa values in Me2SO solution of 13 hydrocarbons that form carbanions with highly dispersed negative charges on deprotonation were found to differ from literature relative ion-pair acidities in cyclohexylamine (CHA) by only +/-0.7 unit, or less, when the ion-pair pKa's were anchored to the pKa of 17.9 for 9-phenylfluorene in Me2SO.The relative pKa's for phenylacetylene, cyclopentadiene, and indene were found to be 2.4, 2.7, and 0.9 units higher, respectively, in Me2SO than in CHA.Higher relative pKa's were also observed for PhCH2SO2Ph, PhSO2CH3 and PhSO2CH2Me, by 1.9, 2.7, and 2.8 units, respectively, and for 2-phenyl-1,3-dithiane, 2-(p-phenylphenyl)-1,3-dithiane, 4-methyl-2,6,7-trithiabicyclooctane, and 1,3-dithiane, by 0.4, 0.65, 0.8, and 1.9 units respectively.The apparent higher relative acidities for these compounds in CHA is probably caused by stronger ion pairing or aggregation of the ions derived therefrom than for the hydrocarbon indicator ions with which they are being compared.These perturbations of the equilibria probably arise because of differences in the extent of charge dispersion in the acid and indicator ions.The pKa of 1,3-dithiane itself is estimated from an average of three extrapolations to be 39 +/- 2 in Me2SO.Acidities in Me2SO for 1,3-dithianes with electron-withdrawing groups in the 2-position were observed to increase in the following order: 2-C6H5 2-CO2Me 2-CN.The order of acidities of 3 alkylthio alkyl sulfoxides was found to be MeSCH2S(O)Me EtCH2S(O)Et t-BuSCH2S(O)t-Bu.
COMPOSITIONS AND METHODS FOR REDUCTION OF KETONES, ALDEHYDES AND IMINIUMS, AND PRODUCTS PRODUCED THEREBY
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Paragraph 0091-0092, (2018/01/20)
A method of producing an alcohol, comprises reducing an aldehyde or a ketone with a hydridosilatrane. The reducing is carried out with an activator.
Neutral Dinuclear Copper(I)-NHC Complexes: Synthesis and Application in the Hydrosilylation of Ketones
Trose, Michael,Lazreg, Fa?ma,Chang, Tao,Nahra, Fady,Cordes, David B.,Slawin, Alexandra M. Z.,Cazin, Catherine S. J.
, p. 238 - 242 (2017/06/07)
The synthesis of a class of highly stable neutral dinuclear Cu(I)-NHC complexes using 1,2,4-triazole as a bridging ligand is described. Various NHCs were used to generate a library of [Cu(μ-trz)(NHC)]2 complexes. Interestingly, [Cu(μ-trz)(IPr)]2 was found to be highly active in the hydrosilylation of ketones, without the need for an external base or any other additive. A wide range of aryl and alkyl ketones, as well as sterically hindered ketones, was successfully reduced to alcohols using the lowest catalyst loading reported to date.